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C13408

Sigma-Aldrich

O-(Carboxymethyl)hydroxylamine hemihydrochloride

98%

Synonym(s):

Carboxymethoxylamine hemihydrochloride, (Aminooxy)acetic acid hemihydrochloride, (Carboxymethoxy)amine hemihydrochloride, Hydroxylamine-O-acetic acid hemihydrochloride

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About This Item

Linear Formula:
NH2OCH2COOH · 0.5HCl
CAS Number:
Molecular Weight:
109.30
Beilstein:
3680528
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

biological source

synthetic (organic)

Quality Level

Assay

98%

form

crystalline powder
powder or crystals

mp

156 °C (dec.) (lit.)

solubility

water: 100 mg/mL, clear to slightly hazy, colorless to faintly yellow

storage temp.

2-8°C

SMILES string

Cl.NOCC(O)=O.NOCC(O)=O

InChI

1S/2C2H5NO3.ClH/c2*3-6-1-2(4)5;/h2*1,3H2,(H,4,5);1H

InChI key

KBXIJIPYZKPDRU-UHFFFAOYSA-N

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Application

O-(Carboxymethyl)hydroxylamine hemihydrochloride can be used as a reactant to synthesize oximes via condensation with aldehydes and ketones. It can also be used as a potent inhibitor of (pyridoxal 5’-phosphate) PLP-dependent β-lyases.

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Tetrahedron Letters, 34, 4347-4347 (1993)
Characterization of a 5'-aldehyde terminus resulting from the oxidative attack at C5 `of a 2-deoxyribose on DNA
Angeloff A, et al.
Chemical Research in Toxicology, 14, 1413-1420 (2001)
Tissue distribution of cytosolic beta-elimination reactions of selenocysteine Se-conjugates in rat and human
Rooseboom M, et al.
Chemico-Biological Interactions, 140, 243-264 (2002)
Lucía Trilla-Fuertes et al.
BMC cancer, 20(1), 307-307 (2020-04-16)
Metabolomics has a great potential in the development of new biomarkers in cancer and it has experiment recent technical advances. In this study, metabolomics and gene expression data from 67 localized (stage I to IIIB) breast cancer tumor samples were
A Sala et al.
Farmaco (Societa chimica italiana : 1989), 46(7-8), 887-897 (1991-07-01)
The synthesis of new 2-(3-bromo-5-isoxazolylideneamino-oxy)acetic acids and their condensation derivatives with suitable beta-lactam nuclei is reported. Their antibacterial properties have been tested in vitro. An interesting activity against Gram-positive bacteria including beta-lactamase-producing microorganisms was found among the cephalosporanic acid derivatives.

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Sigma article discusses tumor cell metabolic pathways, focusing on aerobic glycolysis and mitochondrial activity.

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